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Details

Stereochemistry ACHIRAL
Molecular Formula C23H20FN3O2
Molecular Weight 389.4222
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SL-651498

SMILES

CN1C2=CC=C(F)C=C2C3=C1C(=O)N(C=C3C(=O)N4CCCC4)C5=CC=CC=C5

InChI

InChIKey=QQWHWWDIFGNCLV-UHFFFAOYSA-N
InChI=1S/C23H20FN3O2/c1-25-19-10-9-15(24)13-17(19)20-18(22(28)26-11-5-6-12-26)14-27(23(29)21(20)25)16-7-3-2-4-8-16/h2-4,7-10,13-14H,5-6,11-12H2,1H3

HIDE SMILES / InChI

Molecular Formula C23H20FN3O2
Molecular Weight 389.4222
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:04:58 UTC 2023
Edited
by admin
on Sat Dec 16 11:04:58 UTC 2023
Record UNII
082VH54RF1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SL-651498
Common Name English
PYRROLIDINE, 1-((6-FLUORO-2,9-DIHYDRO-9-METHYL-1-OXO-2-PHENYL-1H-PYRIDO(3,4-B)INDOL-4-YL)CARBONYL)-
Systematic Name English
1H-PYRIDO(3,4-B)INDOL-1-ONE, 6-FLUORO-2,9-DIHYDRO-9-METHYL-2-PHENYL-4-(1-PYRROLIDINYLCARBONYL)- 6-FLUORO-9-METHYL-2-PHENYL-4-(PYRROLIDINE-1-CARBONYL)PYRIDO(3,4-B)INDOL-1-ONE
Systematic Name English
SL-651,498
Code English
Code System Code Type Description
PUBCHEM
9908378
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
SL-651498
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY Sanofi-Synthlabo (Originator), Anxiolytics, PSYCHOPHARMACOLOGIC DRUGS, GABA(A) BZ Site Receptor Agonists and compound synthesis
CAS
205881-86-3
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID401045803
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY
WIKIPEDIA
SL-651,498
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY SL-651,498 is an anxiolytic and anticonvulsant drug used in scientific research, with a chemical structure most closely related to .BETA.-carboline derivatives such as abecarnil and gedocarnil. It has similar effects to benzodiazepine drugs, but is structurally distinct and so is classed as a nonbenzodiazepine anxiolytic.
FDA UNII
082VH54RF1
Created by admin on Sat Dec 16 11:04:58 UTC 2023 , Edited by admin on Sat Dec 16 11:04:58 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SL651498 is a subtype-selective GABAA agonist, which acts as a full agonist at α2 and α3 subtypes, and as a partial agonist at α1 and α5 (although its action at α5 subtypes is much weaker than at the others).
Related Record Type Details
ACTIVE MOIETY
SL651498 was identified as a drug development candidate from a research program designed to discover subtype-selective GABA(A) receptor agonists for the treatment of generalized anxiety disorder and muscle spasms. The drug displays high affinity for rat native GABA(A) receptors containing alpha(1) (K(i) = 6.8 nM) and alpha(2) (K(i) = 12.3 nM) subunits, and weaker affinity for alpha5-containing GABA(A) receptors (K(i) = 117 nM).
ACTIVE MOIETY
New benzo analogue under development(2014). Very selective for a2 and a3 it has very small affinities for a1 and virtually none for a5. This is now postulated as the site responsible for physical dependance and early trials are reporting no tolerance/dependance.